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Winter Haven Homes For Sale & Real Estate - 969 homes

Winter Haven homes for sale are located in Polk County, Florida. Find homes in Winter Haven for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Haven houses.

Location: Winter Haven

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  • 1830 2ND ST NW #A, WINTER HAVEN, FL 33881

    $455,00028 Days on yellowkey   MLS ID: S5149227

    For Sale S5149227 - 1830 2ND ST NW #A, WINTER HAVEN, FL 33881 46 photos

    Bed: 6   Bath: 0.0
    Liv Area Sq Ft: 1944
       Built: 2006   Tax: $5,996 (2025)
    Community: Laramore Sub
    Apartment


    Estimated Monthly Payment: $2,993 (change assumption)
    Mortgage ($2,493) + Taxes in 2025 ($500)


    Taxes:$5,996

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2700 IDYLRIDGE WAY, WINTER HAVEN, FL 33881

    $399,99085 Days on yellowkey   MLS ID: L4960012

    0 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $15,010 (3.6%) on 04/17/2026

    For Sale L4960012 - 2700 IDYLRIDGE WAY, WINTER HAVEN, FL 33881 33 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1968
       Built: 1962   Tax: $1,813 (2025)
    Community: Idyl Ridge View
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,343 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($151)


    Taxes:$1,813

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4908 ROSEWOOD ST, WINTER HAVEN, FL 33880

    $108,000567 Days on yellowkey   MLS ID: P4932743

    REDUCED by $10,000 (8.5%) on 05/08/2026

    For Sale P4932743 - 4908 ROSEWOOD ST, WINTER HAVEN, FL 33880 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1056
       Built: 1980
    Monthly Fee: $163
       Tax: $328 (2023)
    Community: Oakwood Estates
    Manufactured Home


    Estimated Monthly Payment: $782 (change assumption)
    Mortgage ($592) + Fees ($163) + Taxes in 2023 ($27)


    Taxes:$328

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2791 ADELINE AVE, WINTER HAVEN, FL 33881

    $286,840170 Days on yellowkey   MLS ID: O6367908

    0 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $2,900 (1.0%) on 04/17/2026

    For Sale O6367908 - 2791 ADELINE AVE, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 2025
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,868 (change assumption)
    Mortgage ($1,572) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,456

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2783 ADELINE AVE, WINTER HAVEN, FL 33881

    $304,640163 Days on yellowkey   MLS ID: O6369254

    5 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $3,100 (1.0%) on 04/17/2026

    For Sale O6369254 - 2783 ADELINE AVE, WINTER HAVEN, FL 33881 1 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1708
       Built: 2026
    Monthly Fee: $8
       Tax: $3,455 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,965 (change assumption)
    Mortgage ($1,669) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,455

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5561 TAVERNA LOOP, WINTER HAVEN, FL 33884

    $276,99059 Days on yellowkey   MLS ID: O6396753

    INCREASED by $1,000 (0.4%) on 05/08/2026

    For Sale O6396753 - 5561 TAVERNA LOOP, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2026
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villamar Phase 7
    Single Family


    Estimated Monthly Payment: $1,795 (change assumption)
    Mortgage ($1,518) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 4121 GIORGIO DR, WINTER HAVEN, FL 33884

    $329,990111 Days on yellowkey   MLS ID: O6382578

    4 Days Off yellowkey (back on 5/8/2026)

    For Sale O6382578 - 4121 GIORGIO DR, WINTER HAVEN, FL 33884 34 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2026
    Monthly Fee: $18
       Tax: $3,035 (2025)
    Community: Villamar Phase 6 And Phase 6D
    Single Family


    Estimated Monthly Payment: $2,079 (change assumption)
    Mortgage ($1,808) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,035

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 104 11TH ST SE, WINTER HAVEN, FL 33880

    $279,90062 Days on yellowkey   MLS ID: P4938332

    For Sale P4938332 - 104 11TH ST SE, WINTER HAVEN, FL 33880 42 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1792
       Built: 1953   Tax: $3,956 (2025)
    Community: East El Otis Park Rep
    Single Family


    Estimated Monthly Payment: $1,863 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($330)


    Taxes:$3,956

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3905 OSPREY POINTE CIR, WINTER HAVEN, FL 33884

    $306,50071 Days on yellowkey   MLS ID: P4938216

    REDUCED by $3,500 (1.1%) on 05/08/2026

    For Sale P4938216 - 3905 OSPREY POINTE CIR, WINTER HAVEN, FL 33884 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1729
       Built: 2005
    Monthly Fee: $210
       Tax: $3,251 (2025)
    Community: Osprey Pointe
    Single Family


    Estimated Monthly Payment: $2,160 (change assumption)
    Mortgage ($1,679) + Fees ($210) + Taxes in 2025 ($271)


    Taxes:$3,251

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3927 PALAZZO PL, WINTER HAVEN, FL 33884

    $303,000105 Days on yellowkey   MLS ID: O6383833

    REDUCED by $2,000 (0.7%) on 05/03/2026

    For Sale O6383833 - 3927 PALAZZO PL, WINTER HAVEN, FL 33884 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1597
       Built: 2023
    Monthly Fee: $40
       Tax: $4,716 (2025)
    Community: Villamar Ph 4
    Single Family


    Estimated Monthly Payment: $2,093 (change assumption)
    Mortgage ($1,660) + Fees ($40) + Taxes in 2025 ($393)


    Taxes:$4,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3342 RALEIGH DR, WINTER HAVEN, FL 33884

    $227,500139 Days on yellowkey   MLS ID: P4937510

    0 Days Off yellowkey (back on 5/8/2026)

    For Sale P4937510 - 3342 RALEIGH DR, WINTER HAVEN, FL 33884 50 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1185
       Built: 2017
    Monthly Fee: $456
       Tax: $1,546 (2025)
    Community: Traditions Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,831 (change assumption)
    Mortgage ($1,247) + Fees ($456) + Taxes in 2025 ($129)


    Taxes:$1,546

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1936 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $495,00090 Days on yellowkey   MLS ID: L4959864

    1 Days Off yellowkey (back on 5/6/2026)

    REDUCED by $4,900 (1.0%) on 04/13/2026

    For Sale L4959864 - 1936 CROSSROADS BLVD, WINTER HAVEN, FL 33881 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2467
       Built: 2018
    Monthly Fee: $133
       Tax: $2,645 (2025)
    Community: Crossroads At Lake Region
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,066 (change assumption)
    Mortgage ($2,712) + Fees ($133) + Taxes in 2025 ($220)


    Taxes:$2,645

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 461 FISH HAWK DR, WINTER HAVEN, FL 33884

    $425,000132 Days on yellowkey   MLS ID: O6376115

    REDUCED by $10,000 (2.3%) on 05/08/2026

    For Sale O6376115 - 461 FISH HAWK DR, WINTER HAVEN, FL 33884 60 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3920
       Built: 2006
    Monthly Fee: $45
       Tax: $6,577 (2024)
    Community: Hart Lake Cove Ph 02
    Single Family


    Estimated Monthly Payment: $2,922 (change assumption)
    Mortgage ($2,329) + Fees ($45) + Taxes in 2024 ($548)


    Taxes:$6,577

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2729 GLADIOLA RD, WINTER HAVEN, FL 33884

    $255,990133 Days on yellowkey   MLS ID: O6376046

    INCREASED by $1,000 (0.4%) on 05/08/2026

    For Sale O6376046 - 2729 GLADIOLA RD, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1673
       Built: 2025
    Monthly Fee: $164
       Tax: $1,773 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Townhouse


    Estimated Monthly Payment: $1,714 (change assumption)
    Mortgage ($1,403) + Fees ($164) + Taxes in 2025 ($148)


    Taxes:$1,773

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3339 QUEENS COVE LOOP, WINTER HAVEN, FL 33880

    $244,90092 Days on yellowkey   MLS ID: O6386232

    REDUCED by $10,000 (3.9%) on 05/08/2026

    For Sale O6386232 - 3339 QUEENS COVE LOOP, WINTER HAVEN, FL 33880 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1158
       Built: 1994
    Monthly Fee: $12
       Tax: $3,511 (2025)
    Community: Queens Cove Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,646 (change assumption)
    Mortgage ($1,342) + Fees ($12) + Taxes in 2025 ($293)


    Taxes:$3,511

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 638 LAKE DEXTER CIR, WINTER HAVEN, FL 33884

    $239,90080 Days on yellowkey   MLS ID: O6390069

    REDUCED by $5,000 (2.0%) on 05/08/2026

    For Sale O6390069 - 638 LAKE DEXTER CIR, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1316
       Built: 1989
    Monthly Fee: $35
       Tax: $3,649 (2025)
    Community: Lake Dexter Woods Ph 02
    Single Family


    Estimated Monthly Payment: $1,654 (change assumption)
    Mortgage ($1,314) + Fees ($35) + Taxes in 2025 ($304)


    Taxes:$3,649

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1215 26TH ST NW, WINTER HAVEN, FL 33881

    $374,00085 Days on yellowkey   MLS ID: S5145609

    REDUCED by $5,000 (1.3%) on 05/08/2026

    For Sale S5145609 - 1215 26TH ST NW, WINTER HAVEN, FL 33881 40 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2083
       Built: 1940   Tax: $4,946 (2025)
    Community: Inwood #1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,461 (change assumption)
    Mortgage ($2,049) + Taxes in 2025 ($412)


    Taxes:$4,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 611 AVENUE S NE, WINTER HAVEN, FL 33881

    $294,00032 Days on yellowkey   MLS ID: O6404468

    3 Days Off yellowkey (back on 5/8/2026)

    For Sale O6404468 - 611 AVENUE S NE, WINTER HAVEN, FL 33881 20 photos

    Bed: 5   Bath: 0.0
    Liv Area Sq Ft: 1432
       Built: 1967   Tax: $1,514 (2024)
    Community: Campbell & Henry Sub
    Apartment


    Estimated Monthly Payment: $1,737 (change assumption)
    Mortgage ($1,611) + Taxes in 2024 ($126)


    Taxes:$1,514

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 272 ARBUTHNOT ST, WINTER HAVEN, FL 33881

    $290,00046 Days on yellowkey   MLS ID: P4938493

    1 Days Off yellowkey (back on 5/8/2026)

    For Sale P4938493 - 272 ARBUTHNOT ST, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1452
       Built: 2021
    Monthly Fee: $83
       Tax: $4,337 (2025)
    Community: Sanctuary By The Lake Ph 2
    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,589) + Fees ($83) + Taxes in 2025 ($361)


    Taxes:$4,337

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 528 CODY CALEB DR, WINTER HAVEN, FL 33884

    $304,50045 Days on yellowkey   MLS ID: L4961233

    0 Days Off yellowkey (back on 5/8/2026)

    For Sale L4961233 - 528 CODY CALEB DR, WINTER HAVEN, FL 33884 60 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2250
       Built: 2005
    Monthly Fee: $23
       Tax: $4,538 (2025)
    Community: Savannah Estates
    Single Family


    Estimated Monthly Payment: $2,070 (change assumption)
    Mortgage ($1,668) + Fees ($23) + Taxes in 2025 ($378)


    Taxes:$4,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Winter Haven Homes for Sale and Other Real Estate?

Winter Haven home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Haven . You can use our website to view Multiple Listing Service (MLS) data on Winter Haven Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Haven listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.